1385823-65-3Relevant academic research and scientific papers
Activated sterically strained C=N bond in N-substituted p-quinone mono- and diimines: XIII. reactions of N-alkyl(aryl, trifl uoromethyl)sulfonyl-, N-arylsulfi nyl-and N-arylsulfanyl-1,4-benzoquinone monoimines with alcohols
Avdeenko,Konovalova,Mikhailichenko,Santalova,Palamarchuk,Shishkin
experimental part, p. 642 - 650 (2012/10/08)
Steric strains arising between the substituent atoms at nitrogen (S, SO, or SO2) and the methyl group located in positions 3 or 5 of the quinoid ring of 3,5-dimethyl-substituted quinone monoimines lead to the increased angle C=N-S. As a result in these quinone monoimines the reactions of 1,2-addition become thermodynamically possible since the formation of quinolide structures with the sp3-hybridized carbon atom removes the steric strain.
